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This series focusses on the headmastership of Rev William Spicer Wood (1846-1875) and contains items created by the headmaster himself as well as items relating to the life at School in the mid-19th century.

A photocopy of a cutting from a history regarding an Usher Report mentioning numbers, fees. Possibly from Wood's headmastership. Hald of the article is missing.

This file focusses on official reports published on the life at Oakham School in the 1860s.

A photocopy of a report of Government Commission regarding the education at Oakham and Uppingham schools. Includes information on the tone of the school, daily life, buildings, punishment, lessons, prizes, sports, entry into universities, staff, curriculum, and admissions. Items A to I